Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026

San Juan → Dulles via Chicago: arrives on time 63%

  1. 15:56 SJU → 20:15 ORD
    UA 2088 · United · 5h 19m · 71% on time, 0.3% cancelled
  2. 1h 25m layover in Chicago (ORD) · 45 min minimum on one ticket
  3. 21:40 ORD → 00:45 IAD +1 day
    UA 2766 · United · 2h 05m · 69% on time, 0.0% cancelled

Total trip 8h 49m, scheduled departure to arrival. Times are local. Both flew on 36 of the last 56 days.

Makes the connection91%The first flight arrived more than 40 minutes late on 9% of the days it flew: too late for the 45-minute minimum connection on a 1h 25m layover.
Arrives on time63%First flight not cancelled (0.3% are) × connection made (91%) × second flight not cancelled (0.0% are) and within 15 minutes (69%).
Total trip8h 49mSJU 15:56 to IAD 00:45, layover included

Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.